Hey everyone,
Im flying from CLE-HNL and my mother is flying to ORD the same morning. She thought it would be fun if I could fly to hawaii from ORD because im going to be away from home for 5 months. My question is I would book it as two reservations so I would need to get my bags when I land and check them in again. My questin is, if I land at 7:30am in chicago, could I make a 9:30 am flight? Thanks everyone!

Also do I get 150% EQM on Delta with a H class ticket? I would do CLE-ORD-CLE-IAH-LAX-HNL. All H fare but the last leg is on delta. Thanks